1-Methylpiperazine → HCID 66970359, compound

HRID 446238Notes

Reaction equation

HRID 446238 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C([O-])(O)=O.[Na+]>C1COCC1>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=2[N+:13]([O-:15])=[O:14])[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 27757862-Nitro-4-(trifluoromethyl)benzyl chloride

Product 1

HCID 66970359HCID 66970359, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
75 °C

Procedure

To 1-chloromethyl-2-nitro-4-trifluoromethyl-benzene (1.5 g, 6.2 mmol), N-methylpiperazine (0.83 mL, 7.5 mmol), and THF (31 mL) was added NaHCO3 (1.43 g, 17.1 mmol). The mixture was heated overnight at 75° C. in a sealed tube. The cooled reaction was filtered, concentrated, diluted with CH2Cl2, and extracted with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated to yield 1-methyl-4-(2-nitro-4-trifluoromethyl-benzyl)-piperazine.

Workup

  1. customThe cooled reaction
  2. filtrationwas filtered
  3. concentrationconcentrated
  4. additiondiluted with CH2Cl2
  5. extractionextracted with water and brine
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-47ce53f584a3414599570b4ff2347128
Source dataset
uspto-grants-2013_07
Patent number
US08476434B2

Reaction notes

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